Facile Room-Temperature MgBr2· OEt2-Catalyzed Thiolysis of Epoxides Under Solvent-Free Conditions

MM Mojtahedi, MS Abaee, M Bolourtchian…

Index: Mojtahedi, Mohammad M.; Abaee, M. Saeed; Bolourtchian, Mohammad; Abbasi, Hassan Phosphorus, Sulfur and Silicon and the Related Elements, 2007 , vol. 182, # 4 p. 905 - 910

Full Text: HTML

Citation Number: 9

Abstract

Solvent-free ring opening of 1, 2-epoxides with aromatic and aliphatic thiols under 1 mol% magnesium bromide ethyl etherate catalysis affords rapid formation of β-hydroxy sulfides at ambient temperature with excellent yields. Nucleophilic attack of the thiols occurs regioselectively at the less hindered position of the epoxides.

Related Articles:

Rongalite® promoted highly regioselective synthesis of β-hydroxy sulfides by ring opening of epoxides with disulfides

[Guo, Wenxue; Chen, Jiuxi; Wu, Dengze; Ding, Jinchang; Chen, Fan; Wu, Huayue Tetrahedron, 2009 , vol. 65, # 27 p. 5240 - 5243]

Lipase-catalyzed separation of the enantiomers of 1-substituted-3-arylthio-2-propanols

[Wielechowska, Monika; Plenkiewicz, Jan Tetrahedron Asymmetry, 2005 , vol. 16, # 6 p. 1199 - 1205]

Lipase-catalyzed separation of the enantiomers of 1-substituted-3-arylthio-2-propanols

[Wielechowska, Monika; Plenkiewicz, Jan Tetrahedron Asymmetry, 2005 , vol. 16, # 6 p. 1199 - 1205]

More Articles...